MTL - Peter Pan and Cinderella - Chapter 5 it hurts

The main character is reborn as a character from a game he played in his previous life. This character falls into ruin along with the villainess, spending the last of their years together. A man named Kururi Helan.

An immortal cultivator is murdered by her master and finds herself reborn in the strange world of One Piece. She hardens her resolve to once more tread the path of cultivation, only to find it won't be as easy as she thought.

Zhong Li, an orphan in the 21st century, was wondering how to collect the fees for his college study on the street, when he was suddenly hit by a car, which threw him into a river. An orphan’s disappearance would not bring too much attention to the world, but this accident gave Zhong Li another chance of living a glorious life in an immortal world. When he woke up, he found himself lying in a magnificent yet strange palace built of all gold, but had no door. An immortal claimed to be his savior and wanted to train Zhong Li with all of his cultivation methods, only because he was too lonely and wanted a disciple to keep him company. When Zhong Li finished his study, the master would tell him how to go out of the palace. Zhong Li never thought that the path to immortality would bring him to the fate of becoming a dragon.

- Description from Novelupdates

Living a dual life, Lucas was a meek boy in school and a Wire Knight on the Internet at night. Surprisingly, he's asked out on a date by one of the most beautiful girls in school.

However, the date ends after a bizarre sequence of unfortunate events, he gets isekaid into another world.

Lucas received a rebellious system and some strange pills as rewards which released the dormant evil within him. He has to control the rooting darkness coming from the previous protagonist of that place and learn how to control his power.

The system promises to fulfil one wish if he will win the game he was sent to. This motivates him to help his sister to get better and become healthy again, he must obey the system and win the game to be granted that wish no matter what.

To form a team with another human, an elf and a so-called 'sex machine'. Lucas has to collect all the avatars and learn how to control them, wield the weapons that were given to him and win the tournament of the place by killing the black wizard.

Time is quickly ticking and there's a huge mess for him to reverse. Starting from his date who suddenly was transformed into a dragon!